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CAS

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201856-53-3

(3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone is an intermediate chemical compound that plays a crucial role in the synthesis of the widely used anticancer drugs Paclitaxel and Docetaxel. It is characterized by its unique molecular structure, which includes a benzoyl group, an ethoxyethoxy group, and a phenyl group attached to a 2-azetidinone core. (3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone is essential for the development of these life-saving medications.

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  • High quality (3R,4S)-1-Benzoyl-3-(1-Ethoxyethoxy)-4-Phenyl-2-Azetidinone supplier in China

    Cas No: 201856-53-3

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  • 201856-53-3 Structure

  • Basic information

    1. Product Name: (3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone
    2. Synonyms: (3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone;(3R,4S)-1-Benzoyl-3-(1-Ethoxyethoxy)-4-Phenyl-2-AzetidinoneCasNo.;(3R,4S)-1-BENZOYL-3-(2-ETHOXYETHOXYL)-4-PHENYL-2-AZETIDINONE;(3R,4S)-1-Benzoyl-3-(2-Ethoxye;DOCETAXEL SIDE CHAIN / (3R,4S)-1-BENZOYL-3-(2-ETHOXYETHOXY)-4-PHENYL-2-PHENYL-AZETIDIONE;(3R,4S)-1-BENZOYL-3-(2-ETHOXYETHOXYL) -4-PHENYL-2-AZETIDINONE 97%;SIDE CHAINS OF PACLITAXEL--1;(3R,4S)-1-benzoyl-3-(1-ethoxyethoxy)-4-phenylazetidin-2-one
    3. CAS NO:201856-53-3
    4. Molecular Formula: C20H21NO4
    5. Molecular Weight: 339.39
    6. EINECS: N/A
    7. Product Categories: Intermediates
    8. Mol File: 201856-53-3.mol

  • Chemical Properties

    1. Melting Point: 1.22
    2. Boiling Point: 464.832 °C at 760 mmHg
    3. Flash Point: 234.922 °C
    4. Appearance: /
    5. Density: 1.22
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.595
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. PKA: -4.83±0.60(Predicted)
    11. CAS DataBase Reference: (3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone(CAS DataBase Reference)
    12. NIST Chemistry Reference: (3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone(201856-53-3)
    13. EPA Substance Registry System: (3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone(201856-53-3)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 201856-53-3(Hazardous Substances Data)

201856-53-3 Usage

Uses

Used in Pharmaceutical Industry:
(3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone is used as an intermediate chemical in the synthesis of the anticancer drugs Paclitaxel and Docetaxel. These drugs are known for their effectiveness in treating various types of cancer, including ovarian, breast, and lung cancer. (3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone's role in the production process is vital, as it contributes to the formation of the final drug molecules that can target and inhibit the growth of cancer cells.
Used in Research and Development:
In addition to its application in the pharmaceutical industry, (3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone is also utilized in research and development settings. Scientists and researchers use this compound to study the mechanisms of action of Paclitaxel and Docetaxel, as well as to explore potential modifications and improvements to these drugs. This research can lead to the discovery of new anticancer agents or the optimization of existing ones, ultimately benefiting patients and advancing cancer treatment options.

Check Digit Verification of cas no

The CAS Registry Mumber 201856-53-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,0,1,8,5 and 6 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 201856-53:
(8*2)+(7*0)+(6*1)+(5*8)+(4*5)+(3*6)+(2*5)+(1*3)=113
113 % 10 = 3
So 201856-53-3 is a valid CAS Registry Number.
InChI:InChI=1/C20H21NO4/c1-3-24-14(2)25-18-17(15-10-6-4-7-11-15)21(20(18)23)19(22)16-12-8-5-9-13-16/h4-14,17-18H,3H2,1-2H3/t14?,17-,18+/m0/s1

201856-53-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone

1.2 Other means of identification

Product number -
Other names rac.-cis-2-Phenyl-1-benzoyl-cyclopropan

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:201856-53-3 SDS

201856-53-3Relevant articles and documents

Method for preparation of taxol using an oxazinone

-

, (2008/06/13)

Process for the preparation of a taxol intermediate comprising contacting an alcohol with an oxazinone having the formula: STR1 wherein R1 is aryl, heteroaryl, alkyl, alkenyl, alkynyl or OR7 wherein R7 is alkyl, alkenyl, a

New and efficient approaches to the semisynthesis of taxol and its C-13 side chain analogs by means of β-lactam synthon method

Ojima, Iwao,Habus, Ivan,Zhao, Mangzhu,Zucco, Martine,Park, Young Hoon,Sun, Chung Ming,Brigaud, Thierry

, p. 6985 - 7012 (2007/10/02)

Highly efficient chiral ester enolate-imine condensation giving 3-hydroxy-4-aryl-β-lactams with excellent enantiomeric purity is successfully applied to the asymmetric synthesis of the enantiomerically pure taxol C-13 side chain, N-benzoyl-(2R,3S)-3-phenyl-isoserine and its analogs. (3R,4S)-N-benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone readily derived from the 3-hydroxy-4-phenyl-β-lactam is coupled with protected baccatin IIIs, followed by deprotection to give optically pure taxol and 10-deacetyl-7,10-bis(Troc)-taxol in good yields. Fully assigned 1H, 13C, and 2D (COSY and HETCOR) NMR spectra of taxol thus synthesized are shown and discussed.

Method for preparation of taxol using β-lactam

-

, (2008/06/13)

A β-lactam of the formula: STR1 wherein R1 is aryl, substituted aryl, alkyl, alkenyl, or alkynyl; R2 is hydrogen, alkyl, acyl, acetal, ethoxyethyl, or other hydroxyl protecting group; and R3 is aryl, substituted aryl, alky

Method for preparation of taxol using an oxazinone

-

, (2008/06/13)

Process for the preparation of a taxol intermediate comprising contacting an alcohol with an oxazinone having the formula: STR1 wherein R1 is aryl, substituted aryl, alkyl, alkenyl, or alkynyl; R2 is hydrogen, ethoxyethyl, 2,2,2-tric

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